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Cheeky Pint
by Stripe
Today: #166 in Technology on our combined chart.
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Ranking history
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| Date | Apple Podcasts |
|---|---|
| Oct 3 | #157 |
About the show
Stripe cofounder John Collison interviews founders, builders, and leaders over a pint.
Latest episodes
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What comes after smartphones, with Snap CEO Evan Spiegel
April 27, 2026 · 1 hr 2 minSnap CEO Evan Spiegel joins John at the pub for a deep dive into Snap's "crucible moment" of 2026: the long-awaited consumer launch of Spectacles. Evan explains why he believes the smartphone has become an isolating legacy device and how…
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The economics and trends of the restaurant industry, with Tony Xu of DoorDash
April 21, 2026 · 1 hr 21 minTony Xu, cofounder and CEO of DoorDash, joins John for a pint to discuss how they won a crowded market by obsessing over retention and the reality of fighting fraud in the physical world. They cover the harsh economics of the restaurant…
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The world of voice AI, with Mati Staniszewski of ElevenLabs
April 14, 2026 · 1 hr 0 minMati Staniszewski is the co-founder of ElevenLabs, the research company making audio accessible across languages and voices. He sits down with John to discuss the "voice Turing Test" and why AI has conquered text but still struggles with…
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The history and future of AI at Google, with Sundar Pichai
April 7, 2026 · 1 hr 9 minSundar Pichai is the CEO of Google and Alphabet. He sits down with John and Elad Gil to discuss Google’s resurgence in the AI race, managing a massive $180 billion CapEx budget, and why 2026 is the year of the supply crunch. They cover the…
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Compliance at scale and why TAM is a distraction with Christina Cacioppo of Vanta
March 31, 2026 · 57 minChristina Cacioppo, founder and CEO of Vanta, joins the pub to discuss building the future of agentic trust. She explains why compliance has a “vitamin vs painkiller” dynamic, the drama behind their famous 101-billboard campaign, and why…
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The 20-year journey to fully autonomous cars with Dmitri Dolgov of Waymo
March 24, 2026 · 1 hr 2 minWaymo is now doing nearly 500,000 rides a week across 10 cities. Co-CEO Dmitri Dolgov came to the pub to discuss how they moved from scientific research to massive global scaling. He gives a masterclass on the sensor stack (and why you…
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Creating prediction markets (and suing the CFTC) with Tarek Mansour and Luana Lopes Lara
March 17, 2026 · 1 hr 17 minTarek Mansour and Luana Lopes Lara are the co-founders of Kalshi, the first federally regulated prediction market in the US. They sit down with John and Matt Huang to discuss growing their revenue 11x in six months, why they sued their own…
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Bret Taylor of Sierra on AI agents, outcome-based pricing, and the OpenAI board
March 10, 2026 · 1 hr 41 minBret Taylor, co-founder of Sierra and Chair of the OpenAI board, joins John for a pint to discuss the rapid shift toward an agentic future. In this episode, Bret explains why outcome-based pricing is the future of software business models…